Robert A Pascal Jr,Sarah A Neuenswander,Justin T Douglas et al.
Robert A Pascal Jr et al.
The 1H NMR spectrum of (R*)-4-[(S*)-1-methanesulfonyloxypropyl]-3-methoxy-1,3-oxazinane (3) is incomprehensible at room temperature due to line broadening from the dynamic exchange of many conformations. VT-NMR studies show two equal popula...
Tethered Aza-Wacker Cyclization Reactions with Unusual N-Alkoxy Carbamates [0.03%]
用于独特的N-烷氧基氨基甲酸酯的受限制的aza-wacker环化反应
Appasaheb K Nirpal,Dnyaneshwar A Gorve,Raju Silver et al.
Appasaheb K Nirpal et al.
Substrates with N-alkoxy carbamate "heads" and olefin "tails" can be productively cyclized into 1,3-oxazinan-2-one products bearing pendant alkenes. Our reaction protocol is operationally simple and involves heating the substrate with a mix...
Arman Khosravi,Ming-Yu Ngai
Arman Khosravi
Alkene hydrohalogenation is a fundamental transformation for the synthesis of organohalides, key intermediates in organic synthesis, pharmaceuticals, and materials science. Traditional ionic methods with hydrogen halides are limited by hars...
18O Kinetic Isotope Effect Evidence for a Concerted [3+1] Cycloaddition in Phosphetane-Catalyzed Reductive N-Arylation of Nitroarenes [0.03%]
有关磷烷催化硝基芳烃N-芳基化还原反应的[3+1]环加成协同机理的同位素动力学研究证据
Bora Kang,Alexander T Radosevich
Bora Kang
Heavy-atom kinetic isotope effect (KIE) measurements are reported for the PIII/PV=O-catalyzed reductive N-arylation of 18O-labeled nitrobenzenes with phenylboronic acid. Intermolecular competition between singly labeled 16O,18O-nitrobenzene...
A Catalytically Generated Transition Metal Analog of the Simmons-Smith Reagent [0.03%]
一种催化生成的过渡金属类西门斯-史密斯试剂
Jacob Werth,Kristen Berger,Christopher Uyeda
Jacob Werth
(PDI)CoBr2 complexes (PDI = pyridine-diimine) serve as precatalysts for reductive alkene cyclopropanations using CH2Br2 and Zn. A key question regarding the mechanism of this process is whether CH2 transfer occurs through a Co(CH2Br) specie...
Navigating between the worlds of mechanistic and synthetic organic chemistry [0.03%]
穿梭于机理及有机合成化学世界之间
Eric N Jacobsen
Eric N Jacobsen
Rearrangement of Protected Epoxy-Alcohols into Tetrahydrofuran Derivatives: The Protecting Group Matters! [0.03%]
保护基的影响!环氧醇重排生成四氢呋喃衍生物的新方法
Appasaheb K Nirpal,Shyam Sathyamoorthi
Appasaheb K Nirpal
We have explored an interesting rearrangement of protected epoxy-alcohols into tetrahydrofuran derivatives. Our protocol is operationally simple and involves treatment of a substrate with catalytic quantities of boron trifluoride diethyl et...
Yuanjie Yang,Mingzhe Zhang,Elias Picazo
Yuanjie Yang
Thioethers and disulfides are two sulfur-based functional groups commonly found in essential macronutrients, enzymes, therapeutics, materials, and agrochemicals. The ability to readily exchange one sulfur-containing unit for another through...
Robert Gilbert,Christopher W Davis,Tanner W Bingham et al.
Robert Gilbert et al.
A dearomative 1,4-hydroamination of nonactivated arenes has been developed, using a key arene-arenophile photocycloaddition strategy to disrupt aromaticity. Palladium catalysis with K-Selectride® as a hydride source uniquely enables select...
Studies toward the synthesis of yaretol: an unexpected rearrangement en route to the tricyclic core [0.03%]
关于合成亚莱特酮的研究:构建三环骨架过程中发生的意外重排反应
C Elizabeth Adams,Steven D Townsend
C Elizabeth Adams
Yaretol is a polycyclic norditerpene constituting a structurally distinct class of terpene natural products isolated from Azorella madreporica which, to date, has not been accessed via total synthesis. Herein, we report our synthetic effort...